| Identification | Back Directory | [Name]
LDN-57444 | [CAS]
668467-91-2 | [Synonyms]
CS-988
LDN-57444
UCH-L1 Inhibitor
LDN 57444, >=98%
LDN-57444/LDN57444
LDN-57444 USP/EP/BP
UCH-L1 INHIBITOR;LDN57444
UCH-L1 Inhibitor - CAS 668467-91-2 - Calbiochem
3-(Acetoxyimino)-5-chloro-1-(2,5-dichlorobenzyl)indolin-2-one
(Z)-3-(Acetoxyimino)-5-chloro-1-(2,5-dichlorobenzyl)indolin-2-one
5-Chloro-1-[(2,5-dichlorophenyl)methyl]-1H-indole-2,3-dione3-(O-acetyloxime)
3-(O-acetyloxime), 5-chloro-1-[(2,5-dichlorophenyl)methyl]-1H-Indole-2,3-dione
1H-Indole-2,3-dione, 5-chloro-1-[(2,5-dichlorophenyl)methyl]-, 3-(O-acetyloxime)
5-Chloro-1-[(2,5-dichlorophenyl)methyl]-1H-indole-2,3-dione 3-(O-acetyloxime) LDN 57444 | [Molecular Formula]
C17H11Cl3N2O3 | [MDL Number]
MFCD09037562 | [MOL File]
668467-91-2.mol | [Molecular Weight]
397.64 |
| Chemical Properties | Back Directory | [Boiling point ]
534.4±60.0 °C(Predicted) | [density ]
1.50±0.1 g/cm3(Predicted) | [storage temp. ]
Desiccate at +4°C | [solubility ]
DMSO: soluble16mg/mL | [form ]
solid | [pka]
-2.57±0.20(Predicted) | [color ]
Yellow | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week. | [InChI]
1S/C17H11Cl3N2O3/c1-9(23)25-21-16-13-7-12(19)3-5-15(13)22(17(16)24)8-10-6-11(18)2-4-14(10)20/h2-7H,8H2,1H3/b21-16- | [InChIKey]
OPQRFPHLZZPCCH-PGMHBOJBSA-N | [SMILES]
CC(=O)O\N=C1/C(=O)N(Cc2cc(Cl)ccc2Cl)c3ccc(Cl)cc13 |
| Hazard Information | Back Directory | [Description]
The ubiquitin C-terminal hydrolase L1 (UCH-L1) is a member of a family of de-ubiquitinating enzymes that can generate free ubiquitin from ubiquitin precursors via its ubiquitin ligase activity. By associating with free ubiquitin, it also prevents its degradation. Neuronal UCH-L1 has been linked to Parkinson’s disease, the development of tumors, and neuropathic pain.1 LDN-57444 is an inhibitor of UCH-L1 activity (IC50 = 0.88, Ki = 0.4 μM) that demonstrates selectivity for UCH-L1 compared to UCH-L3 (IC50 = 25 μM).2 Loss of UCH-L1 activity causes cell death through the apoptosis pathway due to an impaired ubiquitin-proteasome pathway. LDN-57444-induced reduction of free ubiquitin has been shown to create dramatic alterations in synaptic structure and function, increasing spine size while decreasing spine density in hippocampal neurons.1 | [Uses]
LDN 57444 is an inhibitor of UCH-L1, an enzyme expressed by certain lung tumor-derived cell lines, suggesting that this enzyme plays a role in tumor progression. | [Biochem/physiol Actions]
LDN-57444 is a potent, reversible, competitive and active site-directed inhibitor of UCHL1 | [in vivo]
LDN-57444 (0.4 mg/kg, i.p.) blocks the beneficial effect of V-Uch-L1, and worsens contextual conditioning performance as the mice are exposed to the context at 1, 7, 14, and 21 days after training[2]. | [References]
1) Liu et al. (2003), Discovery of inhibitors that elucidate the role of UCH-L1 activity in the H1299 lung cancer cell line; Chem. Biol., 10 837
2) Tan et al. (2008), Endoplasmic reticulum stress contributes to the cell death induced by UCH-L1 inhibitor; Mol. Cell. Biochem., 318 109
3) Cartier et al. (2009), Regulation of synaptic structure by ubiquitin C-terminal hydrolase L1; J. Neurosci., 29 7857 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
LETOPHARM LIMITED
|
| Telephone: |
+86-21-5821 5861 |
| Website: |
www.letopharm.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|